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Diindolylmethane

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https://www.readbyqxmd.com/read/28934926/irs-1-py612-and-akt-1-pkb-pt308-phosphorylation-and-antiinflammatory-effect-of-diindolylmethane-in-adipocytes-cocultured-with-macrophages
#1
Lopez-Vazquez Alfonso, Garcia B J Javier, Gonzalez G A Sofía, Urzua L P Ernesto, Del T A Susana, Bueno T M Ruth, Sanchez E Sergio, Munoz V J Francisco, Jave S L Felipe, Armendariz B J Socorro, Bastidas R B Estela
BACKGROUND: 3,3'-Diindolylmethane (DIM) is a condensation product of indole-3-carbinol, a glucosinolate naturally occurring in Brassica genus vegetables. The antiinflammatory properties of DIM through the inhibition of NF-κB, as well as its ameliorating effects on glucose tolerance and hyperglicemic states, have been described. A subclinical proinflammatory profile resultant from the interaction of adipocytes and macrophages have been reported in obesity, affecting the insulin signaling pathway, contributing to insulin resistance...
September 21, 2017: Medicinal Chemistry
https://www.readbyqxmd.com/read/28923415/diindolylmethane-and-its-halogenated-derivatives-induce-protective-autophagy-in-human-prostate-cancer-cells-via-induction-of-the-oncogenic-protein-aeg-1-and-activation-of-amp-dependent-kinase-ampk
#2
Hossam Draz, Alexander A Goldberg, Vladimir I Titorenko, Emma Guns, Stephen H Safe, J Thomas Sanderson
3,3'-Diindolylmethane (DIM) and its synthetic halogenated derivatives 4,4'-Br2- and 7,7'-Cl2DIM (ring-DIMs) have recently been shown to induce protective autophagy in human prostate cancer cells. The mechanisms by which DIM and ring-DIMs induce autophagy have not been elucidated. As DIM is a mitochondrial ATP-synthase inhibitor, we hypothesized that DIM and ring-DIMs induce autophagy via alteration of intracellular AMP/ATP ratios and activation of AMPK signaling in prostate cancer cells. We found that DIM and ring-DIMs induced autophagy was accompanied by increased autophagic vacuole formation and conversion of LC3BI to LC3BII in LNCaP and C42B human prostate cancer cells...
September 15, 2017: Cellular Signalling
https://www.readbyqxmd.com/read/28922986/attenuation-of-doxorubicin-induced-cardiotoxicity-and-genotoxicity-by-an-indole-based-natural-compound-3-3-diindolylmethane-dim-through-activation-of-nrf2-are-signaling-pathways-and-inhibiting-apoptosis
#3
Subhadip Hajra, Abhishek Basu, Somnath Singha Roy, Arup Ranjan Patra, Sudin Bhattacharya
The most crucial complication related to doxorubicin (DOX) therapy is nonspecific cytotoxic effect on healthy normal cells. The clinical use of this broad-spectrum chemotherapeutic agent is restricted due to development of severe form of cardiotoxicity, myelosuppression and genotoxicity which interfere with therapeutic schedule, compromise treatment outcome and may lead to secondary malignancy. 3,3'-diindolylmethane (DIM) is a naturally occurring plant alkaloid formed by the hydrolysis of indolylmethyl glucosinolate (glucobrassicin)...
September 18, 2017: Free Radical Research
https://www.readbyqxmd.com/read/28873713/bioavailability-and-new-biomarkers-of-cruciferous-sprouts-consumption
#4
Nieves Baenas, Clara Suárez-Martínez, Cristina García-Viguera, Diego A Moreno
The evaluation of the bioavailability of bioactive compounds from cruciferous foods is one challenge in the design of clinical trials for studying their functionality. Currently, studies of bioavailability are mainly based of the analysis of total isothiocyanates and indoles, and sulforaphane metabolites after broccoli consumption. However, as far as we are aware, there are not any biomarkers studied or established for the intake of radish sprouts. In this work, a 7-days-cross-over study with fourteen women was undertaken to compare the bioavailability of glucosinolates from broccoli and radish sprouts...
October 2017: Food Research International
https://www.readbyqxmd.com/read/28844962/inhibitory-effects-of-3-3-diindolylmethane-on-epithelial-mesenchymal-transition-induced-by-endocrine-disrupting-chemicals-in-cellular-and-xenograft-mouse-models-of-breast-cancer
#5
Geum-A Lee, Kyung-A Hwang, Kyung-Chul Choi
As a phytoestrogen, 3,3'-diindolylmethane (DIM) plays a chemopreventive role by inhibiting cancer progression. In this study, we examined the effects of 17β-estradiol (E2), two endocrine disrupting chemicals (EDCs), triclosan (TCS) and bisphenol A (BPA), and DIM on epithelial-mesenchymal transition (EMT) and metastatic behaviors of estrogen receptor (ER)-positive MCF-7 breast cancer cells. An in vitro assay revealed that E2 (10(-9) M), TCS (10(-5)-10(-7) M), and BPA (10(-5)-10(-7) M) induced MCF-7 cell proliferation compared to a control through the ER pathway...
August 24, 2017: Food and Chemical Toxicology
https://www.readbyqxmd.com/read/28841784/regulation-of-microrna-using-promising-dietary-phytochemicals-possible-preventive-and-treatment-option-of-malignant-mesothelioma
#6
REVIEW
Md Abu Sayeed, Massimo Bracci, Guendalina Lucarini, Raffaella Lazzarini, Roberto Di Primio, Lory Santarelli
Malignant mesothelioma (MM) is a very aggressive, lethal cancer, and its incidence is increasing worldwide. Development of multi-drug resistance, therapy related side-effects, and disease recurrence after therapy are the major problems for the successful treatment of MM. Emerging evidence indicates that dietary phytochemicals can exert anti-cancer activities by regulating microRNA expression. Until now, only one dietary phytochemical (ursolic acid) has been reported to have MM microRNA regulatory ability. A large number of dietary phytochemicals still remain to be tested...
October 2017: Biomedicine & Pharmacotherapy, Biomédecine & Pharmacothérapie
https://www.readbyqxmd.com/read/28792550/a-one-pot-synthesis-of-2-2-disubstituted-diindolylmethanes-dims-via-a-sequential-sonogashira-coupling-and-cycloisomerization-c3-functionalization-of-2-iodoanilines
#7
Anirban Kayet, Vinod K Singh
A Pd(ii)-Ag(i) catalyzed highly efficient synthesis of diindolylmethane has been developed. This transformation consists of a one-pot sequential Sonogashira coupling (and desilylation) followed by cycloisomerization/C3-functionalization of 2-iodoanilines. Six new bonds (four C-C and two C-N) are formed in a one-pot fashion. A variety of diindolylmethanes were obtained in excellent yields (up to 94%) under mild reaction conditions and this strategy is amenable to gram scale synthesis also. The products were transformed into various synthetically useful compounds...
August 23, 2017: Organic & Biomolecular Chemistry
https://www.readbyqxmd.com/read/28763232/metal-free-multiple-carbon-carbon-and-carbon-hydrogen-bond-activations-via-charge-switching-mechanism-in-unstrained-diindolylmethanes
#8
Chandrasekhar Challa, Sunil Varughese, Cherumuttathu H Suresh, Ravi S Lankalapalli
A transformation of the unstrained phenol substituted 3,3'-diindolylmethanes (DIPMs) to 2,3'-diindolylketones (DIKs) by double C-C single bond cleavage with associated rearrangements, triggered by phenyliodine(III) diacetate (PIDA), is reported. Density functional theory studies reveal a mechanism involving multiple "charge-switching" steps by synergistic involvement of the two indole units with overall low activation energy. The indole 'charge-switching' mechanism in DIPMs was further extended toward synthesis of a natural product motif cyclohepta[b]indole from biaryl appended DIBM...
August 1, 2017: Organic Letters
https://www.readbyqxmd.com/read/28738586/development-of-a-solid-phase-extraction-method-with-simple-mekc-uv-analysis-for-simultaneous-detection-of-indole-metabolites-in-human-urine-after-administration-of-indole-dietary-supplement
#9
Apichai Phonchai, Prapin Wilairat, Rattikan Chantiwas
This work presents the development of a solid phase extraction method with simple MEKC-UV analysis for the simultaneous determination of indole-3-carbinol (I3C) and its metabolites (3, 3'-diindolylmethane (DIM), indole-3-carboxaldehyde (I3CAL), indole-3-acetonitrile (I3A)) in human urine after oral administration of an indole dietary supplement. Solid phase extraction (SPE) method was applied for the first time for simultaneous analysis of these indole metabolites. The MEKC separation method was developed in a previous work...
November 1, 2017: Talanta
https://www.readbyqxmd.com/read/28700334/anti-sstr2-peptide-based-targeted-delivery-of-potent-plga-encapsulated-3-3%C3%A2-diindolylmethane-nanoparticles-through-blood-brain-barrier-prevents-glioma-progression
#10
Stelitano Debora, Peche Leticia Yamila, Dalla Emiliano, Monte Martin, Piazza Silvano, Schneider Claudio
GTSE1 over-expression has been reported as a potential marker for metastasis in various types of malignancies, including breast cancer. Despite this, the transcriptional regulation of this protein and the causes of its misregulation in tumors remain largely unknown. The aims of this work were to elucidate how GTSE1 is regulated at the transcriptional level and to clarify the mechanism underlying GTSE1-dependent cell functions in triple-negative breast cancer (TNBC).Here, we identified GTSE1 as a novel target gene of the TEAD4 transcription factor, highlighting a role for the YAP and TAZ coactivators in the transcriptional regulation of GTSE1...
June 27, 2017: Oncotarget
https://www.readbyqxmd.com/read/28671563/dose-dependent-responses-of-i3c-and-dim-on-t-cell-activation-in-the-human-t-lymphocyte-jurkat-cell-line
#11
Man Liu, Rumana Yasmeen, Naomi K Fukagawa, Liangli Yu, Young S Kim, Thomas T Y Wang
Indole-3-carbinol (I3C) and its dimer diindolylmethane (DIM) are bioactive metabolites of a glucosinolate, glucobrassicin, found in cruciferous vegetables. Both I3C and DIM have been reported to possess pro-apoptotic, anti-proliferative and anti-carcinogenic properties via modulation of immune pathways. However, results from these studies remain inconclusive since they lack thorough evaluation of these bioactives' physiological versus pharmacological effects. In the present study, we investigated I3C and DIM's dose-dependent effects on cytokines production in human T lymphocytes Jurkat cell line (Clone E6-1)...
July 1, 2017: International Journal of Molecular Sciences
https://www.readbyqxmd.com/read/28666018/indole-3-carbinol-a-plant-nutrient-and-ahr-ligand-precursor-supports-oral-tolerance-against-ova-and-improves-peanut-allergy-symptoms-in-mice
#12
Christiane Hammerschmidt-Kamper, Daniel Biljes, Katja Merches, Irina Steiner, Thomas Daldrup, Marianne Bol-Schoenmakers, Raymond H H Pieters, Charlotte Esser
In general, dietary antigens are tolerated by the gut associated immune system. Impairment of this so-called oral tolerance is a serious health risk. We have previously shown that activation of the ligand-dependent transcription factor aryl hydrocarbon receptor (AhR) by the environmental pollutant 2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD) affects both oral tolerance and food allergy. In this study, we determine whether a common plant-derived, dietary AhR-ligand modulates oral tolerance as well. We therefore fed mice with indole-3-carbinole (I3C), an AhR ligand that is abundant in cruciferous plants...
2017: PloS One
https://www.readbyqxmd.com/read/28659310/dna-methyltransferase-1-induces-dedifferentiation-of-pancreatic-cancer-cells-through-silencing-of-kr%C3%A3-ppel-like-factor-4-expression
#13
Victoria K Xie, Zhiwei Li, Yongmin Yan, Zhiliang Jia, Xiangsheng Zuo, Zhenlin Ju, Jing Wang, Jiawei Du, Dacheng Xie, Keping Xie, Daoyan Wei
Purpose: The dismal prognosis of pancreatic cancer has been linked to poor tumor differentiation. However, molecular basis of pancreatic cancer differentiation and potential therapeutic value of the underlying molecules remain unknown. We investigated the mechanistic underexpression of Krüppel-like factor 4 (KLF4) in pancreatic cancer and defined a novel epigenetic pathway of its activation for pancreatic cancer differentiation and treatment.Experimental Design: Expressions of KLF4 and DNMT1 in pancreatic cancer tissues were determined by IHC and the genetic and epigenetic alterations of KLF4 in and KLF4's impact on differentiation of pancreatic cancer were examined using molecular biology techniques...
September 15, 2017: Clinical Cancer Research: An Official Journal of the American Association for Cancer Research
https://www.readbyqxmd.com/read/28596013/two-likely-targets-for-the-anti-cancer-effect-of-indole-derivatives-from-cruciferous-vegetables-pi3k-akt-mtor-signalling-pathway-and-the-aryl-hydrocarbon-receptor
#14
REVIEW
Ada Popolo, Aldo Pinto, Maria Daglia, Seyed Fazel Nabavi, Ammad Ahmad Farooqi, Luca Rastrelli
Diets containing high quantities of plant foods are linked with a decreased likelihood of incidence of cancer. Several common plant-based dietary components exert effects on DNA methylation levels, and can positively influence genome stability and the transcription of tumor suppressors and oncogenes. Indole-3-carbinol (I3C) is a substance present in vegetables of the Brassicaeae family, especially broccoli, white cabbage, Brussels sprouts and cauliflower. The in vivo biological effects of I3C are ascribed to a series of oligomeric products (including 3,3'-diindolylmethane), developed under acidic conditions...
June 12, 2017: Seminars in Cancer Biology
https://www.readbyqxmd.com/read/28588600/date-palm-tree-phoenix-dactylifera-l-natural-products-and-therapeutic-options
#15
REVIEW
Reem A Al-Alawi, Jawhara H Al-Mashiqri, Jawaher S M Al-Nadabi, Badria I Al-Shihi, Younis Baqi
Many plants, including some of the commonly consumed herbs and spices in our daily food, can be safely and effectively used to prevent and/or treat some health concerns. For example, caffeine the active ingredient found in coffee beans (Coffea), shows biological activity in the treatment of the central nervous system (CNS) disorders, indole-3-carbinol, and 3,3'-diindolylmethane are both broccoli (Brassica oleracea) derived phytochemicals with potential anti-cancer activity, and resveratrol, isolated from grape (Vitis vinifera), is reported to extend lifespan and provide cardio-neuro-protective, anti-diabetic, and anti-cancer effects...
2017: Frontiers in Plant Science
https://www.readbyqxmd.com/read/28586165/3-3-diindolylmethane-suppresses-high-fat-diet-induced-obesity-through-inhibiting-adipogenesis-of-pre-adipocytes-by-targeting-usp2-activity
#16
Hee Yang, Sang Gwon Seo, Seung Ho Shin, Soyun Min, Min Jeong Kang, Ra Yoo, Jeong Yeon Kwon, Shuhua Yue, Kee Hong Kim, Ji-Xin Cheng, Jong Rhan Kim, Jun Suk Park, Jong Hun Kim, Jung Han Yoon Park, Hyong Joo Lee, Ki Won Lee
SCOPE: Indole-3-carbinol (I3C), a derivative abundant in cruciferous vegetables such as cabbage, is well known for its various health benefits such as chemo-preventive and anti-obesity effects. I3C is easily metabolized to 3,3'-diindolylmethane (DIM), a more stable form, in acidic conditions of the stomach. However, the anti-obesity effect of DIM has not been investigated clearly. We sought to investigate the effect of DIM on diet-induced obesity and to elucidate its underlying mechanisms...
June 6, 2017: Molecular Nutrition & Food Research
https://www.readbyqxmd.com/read/28586058/3-3-diindolylmethane-downregulates-cyclin%C3%A2-d1-through-triggering-endoplasmic-reticulum-stress-in-colorectal-cancer-cells
#17
Xiaobo Zhang, Pakin Sukamporn, Shiqiang Zhang, Kyung-Won Min, Seung Joon Baek
As a major in vivo condensation product of indole-3-carbinol, which is mostly present in cruciferous vegetables, 3,3'-diindolylmethane (DIM) has been previously reported with anti-proliferative action in different types of cancer by our group and others. To further elucidate these underlying mechanisms, we examined the effect of DIM on cyclin D1, which was aberrantly overexpressed in various cancer cells and tumors. Herein, we found that DIM downregulated cyclin D1 expression in colorectal cancer cells (CRC), which was independent of PPARγ expression and protease activity...
June 1, 2017: Oncology Reports
https://www.readbyqxmd.com/read/28582660/the-phytochemical-3-3-diindolylmethane-decreases-expression-of-ar-controlled-dna-damage-repair-genes-through-repressive-chromatin-modifications-and-is-associated-with-dna-damage-in-prostate-cancer-cells
#18
Zoraya Palomera-Sanchez, Gregory W Watson, Carmen P Wong, Laura M Beaver, David E Williams, Roderick H Dashwood, Emily Ho
Androgen receptor (AR) is a transcription factor involved in normal prostate physiology and prostate cancer (PCa) development. 3,3'-Diindolylmethane (DIM) is a promising phytochemical agent against PCa that affects AR activity and epigenetic regulators in PCa cells. However, whether DIM suppresses PCa via epigenetic regulation of AR target genes is unknown. We assessed epigenetic regulation of AR target genes in LNCaP PCa cells and showed that DIM treatment led to epigenetic suppression of AR target genes involved in DNA repair (PARP1, MRE11, DNA-PK)...
September 2017: Journal of Nutritional Biochemistry
https://www.readbyqxmd.com/read/28560655/a-randomized-placebo-controlled-trial-of-diindolylmethane-for-breast-cancer-biomarker-modulation-in-patients-taking-tamoxifen
#19
Cynthia A Thomson, H H Sherry Chow, Betsy C Wertheim, Denise J Roe, Alison Stopeck, Gertraud Maskarinec, Maria Altbach, Pavani Chalasani, Chuan Huang, Meghan B Strom, Jean-Philippe Galons, Patricia A Thompson
PURPOSE: Diindolylmethane (DIM), a bioactive metabolite of indole-3-carbinol found in cruciferous vegetables, has proposed cancer chemoprevention activity in the breast. There is limited evidence of clinically relevant activity of DIM or long-term safety data of its regular use. A randomized, double-blind, placebo-controlled trial was conducted to determine the activity and safety of combined use of BioResponse DIM® (BR-DIM) with tamoxifen. METHODS: Women prescribed tamoxifen (n = 130) were randomly assigned oral BR-DIM at 150 mg twice daily or placebo, for 12 months...
August 2017: Breast Cancer Research and Treatment
https://www.readbyqxmd.com/read/28529644/3-3-diindolylmethane-stimulates-exosomal-wnt11-autocrine-signaling-in-human-umbilical-cord-mesenchymal-stem-cells-to-enhance-wound-healing
#20
Hui Shi, Xiao Xu, Bin Zhang, Jiahao Xu, Zhaoji Pan, Aihua Gong, Xu Zhang, Rong Li, Yaoxiang Sun, Yongmin Yan, Fei Mao, Hui Qian, Wenrong Xu
Human umbilical cord-derived mesenchymal stem cells (hucMSCs) are suggested as a promising therapeutic tool in regenerative medicine, however, their efficacy requires improvement. Small molecules and drugs come up to be a convenient strategy in regulating stem cells fate and function. Here, we evaluated 3,3'-diindolylmethane (DIM), a natural small-molecule compound involved in the repairing effects of hucMSCs on a deep second-degree burn injury rat model. HucMSCs primed with 50 μM of DIM exhibited desirable repairing effects compared with untreated hucMSCs...
2017: Theranostics
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